Flights from Chicago O'Hare International Airport to Sicily

Flight deals from Chicago O'Hare International Airport to Sicily

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Sicily? If you want to travel next month, return fares start from R 16,833. Find the lowest prices on one-way and return tickets right here.

Palermo.R 5,616 per passenger.Departing Sun, 1 Nov.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sun, 1 Nov, arriving in Palermo.Price includes taxes and charges.From R 5,616, select.

Catania.R 5,755 per passenger.Departing Thu, 15 Oct.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Thu, 15 Oct, arriving in Catania Fontanarossa.Price includes taxes and charges.From R 5,755, select.

Trapani.R 6,042 per passenger.Departing Sat, 10 Oct.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sat, 10 Oct, arriving in Trapani Birgi.Price includes taxes and charges.From R 6,042, select.

Comiso.R 6,264 per passenger.Departing Sun, 11 Oct.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sun, 11 Oct, arriving in Comiso.Price includes taxes and charges.From R 6,264, select.

Pantelleria.R 6,716 per passenger.Departing Sat, 19 Sep.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sat, 19 Sep, arriving in Pantelleria.Price includes taxes and charges.From R 6,716, select.

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Flying from Chicago O'Hare International Airport to Sicily

Arm yourself with these facts on the fly.

Cheapest flight found	R 5,616
Cheapest month to fly	November

How to find cheap flights from Chicago O'Hare International Airport to Sicily

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago O'Hare International Airport to Sicily. Other savvy travellers recently found return flights from R 12,361 and one-way tickets from R 5,616. Ready to join them? Here are a few tips to help you do it the smart way.

Fly in September

The cheapest time to fly from Chicago O'Hare International Airport to Sicily is currently September.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago O'Hare International Airport to anywhere you choose in Sicily.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago O'Hare International Airport to your chosen airport in Sicily go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Sicily Airport to Sicily flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

Are there any direct flights from Chicago O'Hare International Airport to Sicily?

There are currently no direct flights from Chicago O'Hare International Airport to Sicily, but we've found some other routes to Italy – check them out now.

What is the average price of a flight from Chicago O'Hare International Airport to Sicily?

We looked at all of the upcoming return flights from Chicago O'Hare International Airport to Sicily we could find over the next 12 months. It looks like R 12,361 is the best price. This is good, compared to the average Sicily ticket price of R 14,850.

What is the cheapest month to fly from Chicago O'Hare International Airport to Sicily?

The cheapest month to fly from Chicago O'Hare International Airport to Trapani Birgi Airport is currently November.
The cheapest month to fly from Chicago O'Hare International Airport to Palermo Airport is currently September.
The cheapest month to fly from Chicago O'Hare International Airport to Comiso Airport is currently October.
And the cheapest month to fly from Chicago O'Hare International Airport to Catania Fontanarossa Airport is usually September.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Sicily on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago O'Hare International Airport to Sicily on Thursday, 24 September 2026.

If I'm flying from Chicago O'Hare International Airport, where in Sicily is cheapest to fly into?

If you're flying from Chicago O'Hare International, the cheapest city in Sicily to fly into is Catania. The cheapest airport serving Catania at the moment is Catania Fontanarossa.